The Best Airbnbs and Vacation Rentals in Boston, Massachusetts

Street carts and people-watching make Boston Common the ultimate backyard. Inside, these cozy, characterful one-bedroom suites with bright contemporary furnishings sleep two people, perfect for couples. You can instantly immerse yourself in the city’s history by venturing through the Boston Massacre Site and Boston’s Old City Hall before grabbing a lobster roll from Wicked Lobsta in Faneuil Hall Marketplace. Also, the 18th-century Massachusetts State House is a short stroll away.

There’s a Green Monster (the name given to the 37ft-high (11m) wall of Fenway Park, home to the Boston Red Sox) lurking near these suites, and the five-minute walk to the famous baseball stadium is a grand slam even if you’re not a fan of America’s national pastime. You can also take a stroll down the monument-filled greenway of Commonwealth Avenue Mall before exploring the nearby brownstone-lined Newbury Street, followed by the upscale department stores at the Prudential Center. Back at base, studios and suites sleep between two and six people, and all come with snappy modern furnishings and scenery-spying views through floor-to-ceiling windows that’ll make you feel like you’ve hit a home run.

See a different side of Boston on the outskirts of downtown at these pet-friendly luxury apartments. Splurge on the premium suite with city vistas to get a bird’s-eye view of Chinatown and the Boston Theater District. When you’re not hanging out on the balcony of your two-bedroom abode, which sleeps five total, we suggest getting acquainted with the Cantonese lobster and other Far East dishes around the Chinatown Gate.

This completely remodeled five-bedroom house is in a beautiful, leafy neighborhood outside Brookline Village. Sunlight streams into the living room – complete with a fireplace and piano – through large windows and French doors that lead to the cozy sunroom. The new kitchen gleams in white, black, steel and red, while the bathroom in the primary bedroom sparkles with patterned floor tiles and a walk-in shower. The third floor has another ensuite bedroom. Between the toy-stocked kids’ room, the large yard and patio and the park-packed streets nearby, families will love this Airbnb. It’s also fairly close to the Longwood medical area and a number of colleges, not to mention two different branches of the Green Line and dozens of restaurants and shops.

Boston’s oldest neighborhood has some of the nicest properties in the entire city, such as this townhouse dating back to 1880. With the perfect blend of modern living in a historic space, this house hasn’t lost an ounce of charm despite its luxurious makeover, which includes an HDTV, a memory foam mattress and a brand-new kitchen fitted with beautiful copper finishes. When you’re not enjoying the cozy furnishings, the USS Constitution Museum, Boston Harbor and Bunker Hill Monument are all a stone’s throw away.

This modern brownstone apartment in the heart of Boston’s trendy South End is the perfect place to get a unique view of the city, largely thanks to the stunning private roof deck overlooking the grand skyline. Via the spiral staircase inside, you can go straight from the well-furnished one-bedroom apartment to an intimate, unique city viewpoint, perfect for watching the sun go down and the city lights come on.

If you’re looking to stay in Boston a little longer, then this stylish one-bedroom apartment is perfect. Situated in a complex that is equipped with a fitness center, billiards lounge, business center and mailroom, this place has all your day-to-day needs covered, so you can commit to an extended stay and truly become an honorary Bostonian. And if you have a furry companion joining you, this building is not only pet-friendly, but it also has a pet bath and spa.